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Holiday Homes and Apartments Naples, FL

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Vista Vacation Rental is a privately owned townhouse. This two story unit boasts 1700 square feet with, 2 Bedrooms/2.5 Bath and den which allows 4 to sleep comfortably. (Master bedroom/queen bed, guest bedroom/twin trundle bed that converts to a queen). The den has a futon for that extra... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Escape from the stresses of everyday life at this wonderful 4-bedroom, 3.5-bathroom Naples home, capable of accommodating 8 guests. Look forward to spending leisurely afternoons lounging in the warm weather by the glistening private swimming pool!  You’ll know you made the right choice upon your... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is a 2 bed, 2 bath, 1 den, sleeps 6, 1500 sq ft., first floor condo located in Stratford Place, Naples, FL, a gated community. Perfect for snow birds but is available during summer and fall months as well. Approximately two miles from the beach. Backs up to wetlands providing privacy for those... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the Club pool... View all property information
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    Naples, Southwest Gulf Coast 34112
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bed + Den / 2 Bath / Pet Friendly / 7 Night Minimum Private heated pool home located in Naples Park, bike or walk to Vanderbilt Beach, Wiggins Park Beach, The Mercato Shopping District and so much more!! ** BICYCLES ARE PROVIDED ** Simply and elegantly decorated, this home is offered as a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Absolutely gorgeous 3 bedroom and 2 bath first floor carriage/coach home with peaceful view of preserve! 10 Foot ceilings, attached garage, arched entries, window treatments, decorative lighting, and crown molding are just a few of the fine details in this lovely home. The gourmet kitchen boasts... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Under professional management by Naples Florida Vacation Homes, the Sirena Waterfront Vacation Rental is a beautiful, 3 bed, 3 bath Mediterranean style home with a gorgeous, full-sun pool overlooking a wide canal in the Connors. The Connors, just off of award-winning Vanderbilt Beach, is one of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the Club pool... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Ahoy! If you’re looking for waterfront accommodations for a seasonal stay in the Naples Area, Chateau Vanderbilt Unit 204 is a dream come true. The second floor, three bedroom, two bath condo is newly renovated with the utmost in quality craftsmanship and no stone left unturned. All furnishings and... View all property information
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    Naples, Southwest Gulf Coast 34108
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    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    If you want to experience the best of "Old Florida" come stay in this beautiful, Key West-style stilt home located in the luxurious boating community of Gulf Harbor in Naples, Florida! Nestled between two state parks and top rated beaches, this 2-bedroom, 2-bathroom home accurately captures the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bathroom condo, located in 55+ retirement community.(One person renting must be 55 or older) Recently re-decorated with new laminate floors. Lots of activities as part of the association. TV in bedroom (32in.) and living room (50in.). Includes free Wi-Fi and US phone calls.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34116
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2 BR • 2 BA • Sleeps 6 • Treviso Bay Minimum stay: 30 nights Minimum stay:30 nights Internet with Wifi No pets please Wheel chair accessible The brand new golf clubhouse is scheduled to open late 2016...just in time for your winter 2017! Stay and enjoy our top floor (elevator and stairs) condo... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located on Fifth Ave. South in Olde Naples, this resort is a short walk to downtown and five minutes to Gulf Beaches by car or the resort provides a free beach shuttle. World class dining and shopping is plentiful in walking or driving distance. Golf courses galore, biking, hiking, miniature golf,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    5 of 5 stars (13) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Walk to the beach or enjoy your private heated pool! Located in desirable Vanderbilt Beach area, walking distance to beach. This lovely, spacious 3 bedroom house has it all. Beautifully furnished, bright and airy with all the comforts of home. Large flat screen TV in living room as well as master... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Welcome to Marco Island and its miles of warm sands, turquoise waters and sunsets that leave you breathless. Marco Island is located in the Gulf of Mexico, in Southwest Florida. That’s what the map says, but the map only tells a small part of the story. It doesn’t tell you how this tropical... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    DEAL ALERT!! This property very rarely has peak season availability...however I have a last minute cancellation for the first two and a half weeks of December 2015. As an incentive I am offering a 20% discount for booking these dates (1 - 19 December... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to our little piece of Paradise in Naples. This unit has vaulted ceilings and is on the 3rd floor (elevator in bldg.) and features a heated pool and tennis courts. It is less than 5 miles from the beach and only 20 miles from Ft. Myers Airport. It is also close to great shopping... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    Condo apartment in paradise. Monthly rent for non smokers (and no pets, sorry!!). All the conveniences of home away from home. The den with a Murphy bed (twin) sleeps 2 children or 1 adult and can be closed with the accordion type wooden curtain. Excellent opportunity. View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
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    4.5 of 5 stars (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Rent this upgraded Greenlinks Golf Villa offered exclusively through The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 724 is a 2 bedroom, 2 bath second floor condo which also has a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Everything is just a few steps away. I mean everything!!!(beaches, bay, resturants, bars, nightlife, grocery store, shopping and etc.) One of the few houses that actually has a beautiful landscape front yard with grass and backyard with plenty of patio room with patio furniture. Skylight throughout... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Full Description Coming Soon! The Amalfi - a family-friendly vacation home - is ideal for golf groups, tennis groups, families, retreats, couple getaways, wedding accommodations, corporate travelers, real estate buyers, and more! Beds: 1 King Bed, 1 Queen Bed, 2 Twin Beds, 1 Sofa Bed View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    4.5 of 5 stars (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This new 4500 sq. ft. Mediterranean home has 4BR/3BA, DEN w/ bed, spacious living room, high cathedral ceiling, formal dining room, eat in kitchen, gourmet kitchen, granite counter top, cherry wood cabinets and heated pool. All rooms have overhead fans & lights, cable flat screen TVs, centralized... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Substitute the Mediterranean Sea for the Gulf of Mexico, and your group will enjoy a terrific beach vacation getaway in the Amalfia Vacation Home. At a mere 0.7 miles (bicycles provided) to the peppy Vanderbilt Beach access point in North Naples, your relaxation potential is guaranteed! Additional... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    In the heart of Naples, there is a surprisingly private world, a home that lives like a sublime resort, wrapped with manicured landscaping. The home is a happy, light-filled place, flowing gracefully from one engaging space to another. The home provides a healing milieu, where ideas are born and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Location. Location. Location.That's the key for this very nice one bedroom condo in the heart of Olde Naples.Walk to the beautiful beaches and sunsets of the Gulf of Mexico and stroll thru 3rd street and Fifth Avenue with its wonderful bars, restaurants and shops .City dock restaurants, Tin City,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Rent a beautiful 2 bedroom 2 bathroom condo now!!! Located in Collier County and minutes from beautiful and historic downtown Naples. Comes fully furnished with fully upgraded appliances and hardwood flooring. Pool and spa available within steps of condo. No smokers or pets. Looking to... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep 4, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Immaculate Condo in Paradise Relax and Enjoy for a minimum of TWO MONTHS OR LONGER! 3 bedrooms, 2 full baths, elevator, END UNIT, NO ONE UPSTAIRS ! All new paint, carpet, furniture, mattresses, linens, appliances, kitchenware, etc. Only used rarely in the past few years. Please come and enjoy... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 91
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    A stunning 4 bedroom 3 bath home, air conditioned set over two floors. on a quiet and immaculately maintained, gated private estate. 4 Poster bed in the master bedroom, 2 x twins in each smaller bedroom and a Queen size down stairs, each with its own bathroom. The Den has an L shaped sofa with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34014
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom/ 2 bath upstairs unit of a two story building. The apartment is light and bright with high ceilings and a view of the golf course from the large lanai. Master bedroom has a queen size bed and an en suite . The guest bedroom has two single beds. There are two TVs with cable and the kitchen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Park Shore Resorts prime location west of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, bank/ATM and post office just across the street. This sought after community is also convenient for walking,... View all property information
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    Naples, Southwest Gulf Coast 34103
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    If you wish to enjoy the treasures of Naples in a professionally redecorated four bedroom home - then you have found your vacation paradise. Located in the private (double gated) and exclusive Majors community in Lely Resort, this beautifully appointed open floor plan features high ceilings, crown... View all property information
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    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The party's at the pool at the Pompei! This easy-going holiday house, which sleeps 6-8 people, is a comfortable base for your Vanderbilt Beach and Naples area excursions. A serene mix of cool and earthy tones is the backdrop of your bliss here at the pet-friendly Pompei. The newly-remodeled open... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Relax and Enjoy Naples, Florida! 2 Bedroom condo is available in North Naples. It is lovely community with walking and bike paths, pool, and tennis. Beaches are a short drive away, Fort Myers airport and outlets are 20 minutes away. Shopping, and restaurants choices are endless. Come enjoy... View all property information
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    Naples, Southwest Gulf Coast 34110
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Wiggins Lakes & Preserve is your premier Naples vacation destination for the entire family! This meticulously maintained hidden gem is tucked away between U.S. 41 (Tamiami Trail) and Vanderbilt Drive, off Wiggins Pass Road (West of 41) in North Naples. The neighborhood is conveniently located... View all property information
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    Naples, Southwest Gulf Coast 34110
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    A Charming 2 Story Key West Style Home in a Quiet Neighborhood. Located very close to the wonderful beaches of Naples, FL 4 bedrooms and 3 baths accommodate family guests Beautifully furnished and equipped Bicycles, Beach Gear and more are... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    WELCOME TO OUR HOUSE (Bienvenue chez nobs) (Die sind uns jederzeit wellkommen) (Welkom bij onshues) (Bien recibido) (Shou huanying de) (Be venues a casa Nostra) This gorgeous single family home in Mustang Island a private gated and exclusive community in... View all property information
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    Naples, Southwest Gulf Coast 34113
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Available February - Must be Monthly Rentals This remodeled condo located at High Point Golf Course in the heart of Naples overlooks the golf course. Located just a mile from downtown/5th Avenue and 1 mile from beautiful Waterside Shopping Center, this condo has the perfect location. The... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Park Shore Resorts prime location west of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, and post office just across the street. This sought after community is also convenient for walking, biking, or... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    This soul soothing spacious (1350 square feet) condo has it all. Turn-key 2 story attached town home professionally decorated 2 Bedrooms + Den, 2 full baths + Powder room (Sleeps 5 ) Remodeled kitchen with new appliances and fully stocked with everything you need to prepare meals and entertain.... View all property information
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    Naples, Southwest Gulf Coast 34108
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Experience the ultimate in Naples waterfront living at the Vista Pointe Estate of Aqualane Shores. Located on over an acre with 300 feet of Naples Bay water frontage, the custom built home offers panoramic bay views from all rooms and an incredible indoor outdoor living experience. A gated entry... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Rent this 3 bedroom Greenlinks Golf Villa, offered exclusively by The Holiday Life! Greenlinks at Lely Resort was designed to be a tropical haven for golf enthusiasts, complete with plenty of features and a convenient Naples location to keep non-golfers happy too! Unit 1011 is a 3 bedroom, 2 bath... View all property information
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    Naples, Southwest Gulf Coast 34113
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    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The fresh, pristine Tuscan beach cottage features beautiful furnishings and a private pool with screened lanai. The home has been freshly decorated, painted and updated with new linens in recently! We comfortably accommodate 2-8 guests in this sunny 3 bedroom / 2 bath tropical property. Outstanding... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A beautifull home in NAPLES, fl on a canal to the Gordon River and Naples Bay. 3 bedrooms and two baths - sleeps 6 comfortably. There is also a futon in the MBR for kids. Close to downtown Naples - its gulfshore and the incomparable 5th avenue. Close to all beaches and all that Naples has to offer.... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 1
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This easy-going holiday house, which sleeps 6-8 people, is a comfortable base for your Vanderbilt Beach and Naples area excursions. Additional amenities include: concierge, coffee maker, washer/dryer, fan / extractor, gas, patio/deck/terrace, kitchen utensils provided, shower, ice machine, fans,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Property Information: You will appreciate this immaculate and updated first floor condo in the highly desired community of Emerald Greens. The privately gated courtyard is professionally landscaped and tastefully appointed. Brand new 26 x 13 designer porcelain tile has just been installed... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 32
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Our secluded and intimate waterfront villa offers private Gulf of Mexico beach access just across the street. It is corner situated, with full east, south, and west sun exposure, on a small and quiet cul-de-sac street with no thru car traffic. Surrounded by multi-million dollar mansions and Naples'... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102